Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, FL 32611-7200, USA.
Org Biomol Chem. 2011 Jan 21;9(2):596-9. doi: 10.1039/c0ob00663g. Epub 2010 Nov 10.
The transprotection of N-Fmoc-cysteine containing di- and tripeptides possessing a free SH group to produce the corresponding S-Fm-cysteine di- and tripeptides bearing a free amino group is accomplished efficiently with DBU in dry THF. The N-Fmoc to S-Fm transformation mechanism is discussed. S-Fm-Cysteine di- and tripeptides readily form amide bonds on coupling with N-(Pg-α-aminoacyl)benzotriazoles and N-(Pg-α-dipeptidoyl)benzotriazoles to give larger peptides.
在干燥的四氢呋喃中，使用 DBU 可以有效地将含有游离 SH 基团的 N-Fmoc-半胱氨酸二肽和三肽进行反保护，生成相应的含有游离氨基的 S-Fm-半胱氨酸二肽和三肽。讨论了 N-Fmoc 到 S-Fm 的转化机制。S-Fm-半胱氨酸二肽和三肽很容易与 N-(Pg-α-氨酰基)苯并三唑和 N-(Pg-α-二肽酰基)苯并三唑形成酰胺键，从而得到更大的肽。
